Zearalenone
(Synonyms: 玉米烯酮; Mycotoxin F2; Toxin F2) 目录号 : GC12767
Zearalenone是一种雌激素样镰刀菌毒素,可与包括17β-雌二醇特异性亚型在内的雌激素受体结合。
Cas No.:17924-92-4
Sample solution is provided at 25 µL, 10mM.
Zearalenone is an estrogenic fusariotoxin that binds to estrogen receptors, including the 17β-estradiol-specific subtype[1]. When the Zearalenone is intaken by mammals, the ketone group at the C-8′ position of Zearalenone may reduce and transform to α- and β-zearalenol[2]. Zearalenone elicits multiple toxic outcomes, including genotoxic, immunotoxic, teratogenic, carcinogenic, hematotoxic, and hepatotoxic effects.[3].
In vitro, peripheral blood mononuclear cell (PBMC) treated with 10μM Zearalenone and cultured for 72h at 37°C and 5% CO2 exhibited a 45.4% reduction in proliferation compared with stimulated controls (P<0.001)[4]. Treatment of the Concanavalin A (ConA)-stimulated Isa Brown chicken splenic lymphocytes with Zearalenone at concentrations ranging from 0 to 25μg/mL consistently increased the IL-2 levels above those measured in the ConA-only stimulated cells[5].
In vivo, in mature female Balb/c mice, a single oral dose of Zearalenone (40mg/kg bw) significantly reduced total cholesterol, high density lipids (HDL), low density lipids (LDL), triglycerides, total protein, albumin, total count of white blood cells (WBCs), immunoglobulin profile (Ig A and Ig G) and T-cells subtypes (CD3+, CD4+, CD8+ and CD56+)[6]. Daily oral gavage of 3mg/kg Zearalenone to female Wistar rats for 28 days significantly reduced the number of plaque-forming B cells producing IgM antibodies against sheep red blood cells (SRBC)[7].
References:
[1] Bulgaru CV, Marin DE, Pistol GC, et al. Zearalenone and the Immune Response. Toxins (Basel). 2021;13(4):248.
[2] Han X, Huangfu B, Xu T, et al. Research Progress of Safety of Zearalenone: A Review. Toxins (Basel). 2022;14(6):386.
[3] Rogowska A, Pomastowski P, Sagandykova G, et al. Zearalenone and its metabolites: Effect on human health, metabolism and neutralisation methods. Toxicon. 2019;162:46-56.
[4] Marin DE, Taranu I, Burlacu R, et al. Effects of zearalenone and its derivatives on porcine immune response. Toxicol In Vitro. 2011;25(8):1981-1988.
[5] Wang YC, Deng JL, Xu SW, et al. Effects of zearalenone on IL-2, IL-6, and IFN-γ mRNA levels in the splenic lymphocytes of chickens. ScientificWorldJournal. 2012;2012:567327.
[6] Abbès S, Salah-Abbès JB, Ouanes Z, et al. Preventive role of phyllosilicate clay on the Immunological and Biochemical toxicity of zearalenone in Balb/c mice. Int Immunopharmacol. 2006;6(8):1251-1258.
[7] Hueza IM, Raspantini PC, Raspantini LE, et al. Zearalenone, an estrogenic mycotoxin, is an immunotoxic compound. Toxins (Basel). 2014;6(3):1080-1095.
Zearalenone是一种雌激素样镰刀菌毒素,可与包括17β-雌二醇特异性亚型在内的雌激素受体结合[1]。哺乳动物摄入后,Zearalenone分子C-8′位的酮基被还原,生成α-和β-玉米赤霉烯醇[2]。Zearalenone具有遗传毒性、免疫毒性、致畸性、致癌性、血液毒性及肝毒性等多种有害作用[3]。
在体外,以10μM的Zearalenone处理人外周血单核细胞(PBMC),37°C、5%CO2培养72h后,PBMC增殖能力较刺激对照下降45.4%(P<0.001)[4]。用0-25μg/mL的Zearalenone处理刀豆蛋白A(ConA)刺激的Isa Brown鸡脾淋巴细胞,可显著提高IL-2水平,高于仅ConA刺激组[5]。
在体内,成熟雌性Balb/c小鼠一次性灌胃40mg/kg的Zearalenone后,血清总胆固醇、HDL、LDL、甘油三酯、总蛋白、白蛋白、白细胞总数、IgA、IgG及CD3⁺、CD4⁺、CD8⁺、CD56⁺ T细胞亚群均显著下降[6]。雌性Wistar大鼠每日灌胃3mg/kg的Zearalenone,连续28天,显著减少产生抗绵羊红细胞 IgM抗体的溶血空斑形成B细胞数[7]。
Cell experiment [1]: | |
Cell lines | Peripheral blood mononuclear cell (PBMC) |
Preparation Method | PBMC (1×106cells/mL) treated with 10μM Zearalenone were cultured for 72h at 37°C and 5% CO2 in 96-well flat-bottomed tissue culture plates. For the last 18h of cultivation, cells were labeled with 1μCi/well of [metyl-3H]-thymidine, and then harvested through glass-fiber filters. Incorporation of [methyl-3H]-thymidine was measured with a Canberra-Packard Beta Counter, and the results were expressed in counts per minute (cpm). |
Reaction Conditions | 10μM; 72h |
Applications | Zearalenone has a significant effect on cell proliferation. PBMC proliferation decreased by 45.4% for Zearalenone (P<0.001) when compared to the control stimulated cells. |
Animal experiment [2]: | |
Animal models | Mature female Balb/c mice |
Preparation Method | Mature female Balb/c mice (6 weeks old) weighing 25±0.3g were given a standard granulated chow and water ad libitum. Mice were distributed into three treatment groups (6 mice/group) as follows: 1, untreated control group; 2, olive oil treated group; 3, orally treated with a single dose of Zearalenone (40mg/kg bw) in olive oil. Forty-eight hours after treatment, blood samples were collected from the retro-orbital sinus, and all mice were killed by cervical dislocation. |
Dosage form | 40mg/kg; orally |
Applications | Zearalenone (40mg/kg bw) significantly reduced total cholesterol, high density lipids (HDL), low density lipids (LDL), triglycerides, total protein, albumin, total count of white blood cells (WBCs), immunoglobulin profile (Ig A and Ig G) and T-cells subtypes (CD3+, CD4+, CD8+ and CD56+). |
References: |
Cas No. | 17924-92-4 | SDF | |
别名 | 玉米烯酮; Mycotoxin F2; Toxin F2 | ||
化学名 | (S,E)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-benzo[c][1]oxacyclotetradecine-1,7(8H)-dione | ||
Canonical SMILES | O=C(CCC/C=C/C1=C2C(O)=CC(O)=C1)CCC[C@H](C)OC2=O | ||
分子式 | C18H22O5 | 分子量 | 318.36 |
溶解度 | DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml,Ethanol: 20 mg/ml | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg |
1 mM | 3.1411 mL | 15.7055 mL | 31.411 mL |
5 mM | 0.6282 mL | 3.1411 mL | 6.2822 mL |
10 mM | 0.3141 mL | 1.5705 mL | 3.1411 mL |
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% DMSO % % Tween 80 % saline | ||||||||||
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工作液浓度: mg/ml;
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2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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